2-Amino-4-methylthiazole → HCID 7997300, Verbindung

HRID 635845Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 635845
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH3:7])[N:6]=1.CO[CH:10](OC)[N:11]([CH3:13])[CH3:12]>C1(C)C=CC=CC=1>[CH3:7][C:5]1[N:6]=[C:2]([N:1]=[CH:10][N:11]([CH3:13])[CH3:12])[S:3][CH:4]=1

Komponenten

4

Edukt 2

HCID 741432-Amino-4-methylthiazoleHCID 78373Dimethylformamide dimethyl acetal

Produkt 1

HCID 7997300HCID 7997300, VerbindungAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution 2-amino-4-methylthiazole (Formula C-1)(11.4 g) in toluene (100 ml) at 25° was treated with dimethylformamide dimethyl acetal (15.9 mL, 200 mmol), dropwise over five minutes. The mixture was heated to reflux temperature for 22 hours. The reaction was cooled to 25° and the solvent evaporated to an orange oil (17 g). The oil was triturated with hexane to yield yellow crystals. Recrystallization from warm hexane gave N′-(4-Methyl-2-thiazolyl)-N,N-dimethyl-methanimidamide (Formula C-2) (16.9 g, 99.6%), m.p. 54-56°.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureto reflux temperature for 22 hours
  3. temperatureThe reaction was cooled to 25°
  4. customthe solvent evaporated to an orange oil (17 g)
  5. customThe oil was triturated with hexane
  6. customto yield yellow crystals
  7. customRecrystallization
  8. temperaturefrom warm hexane

Quellen und Nachweise

ORD-Eintrag
ord-d85c8beb82f14b2f8e727a26a3cac187
Quelldatensatz
uspto-grants-2001_02
Patentnummer
US06191124B1

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